Biff finished his lunch in no time at all. He wouldn't normally go for a salad but he thought it wouldn't look ladylike to order his usual bacon cheese burger meal and the last thing he wanted right now was to draw any more attention to himself. Jon was getting through his lunch too when Biff saw a familiar face approaching their table. It was his girlfriend, or at least who used to be his girlfriend, Sarah. She waved to him as he made eye contact with her. Biff quickly and quietly reminded Jon to play his part for now. Inside he was hoping that Sarah recognised him for who he really was. He was happy to see his girlfriend and was hoping he could drop the female persona in front of her.
She sat down enthusiastically beside them.
"Hey Sarah," Biff greeted her awaiting nervously to see how she would respond.
"Hey, Miss Meadows. How are you?" Sarah replied. Biffs heart dropped when she did. Sarah didn't see him as her boyfriend Biff, she saw him as a woman and mother, just like everyone else. "And how are you sweetie?" Sarah cooed, turning to Jon. Jon just smiled at her and trying to play the part of an innocent toddler picked up a chicken nugget and offered it to her. Sarah politely refused and encouraged Jon to have it.
Turning back to Biff, Sarah complimented his dress and spoke fast and enthusiastically. Biff learned from the conversation that Sarah was Jon's babysitter and the reason she had come over was to confirm that she could babysit Jon this weekend. Just as quickly as she arrived, she was gone again and Biff and Jon silently looked at each other. Both becoming more and more aware of how deep these changes went. Biff felt completely deflated, he had given himself a glimmer of hope when he saw Sarah recognise him but that was quickly extinguished when she treated him like a woman and not like her boyfriend. Biff had spent many an evening alone with Sarah sneaking a feel up her skirt or or inside her top. Looking down at himself he was ashamed to think that now he was the one wearing the dress and with his chest covered in a lacy bra.
Having had enough of being out in public, Biff suggested they head back home when Jon was finished. Jon eagerly agreed. He moved a little in his seat and discovered that his diaper was even wetter than he had thought. He must have wet it again without even noticing. This was a scary prospect for Jon. He vowed to try his best control himself or at the very least try to be aware of it when he was going.
Finishing up Biff was the first to stand, he smoothed out his dress and readjusted the shoulder straps before taking Jon by the hand and heading for the exit.
On the walk through the mall, they approached another bunch of familiar faces. It was a group of guys, friends of Biff's from school. Looking down at his dress and the outline af a bra that was very obvious Biff felt a bit embarrassed. "It would probably be better if they didn't recognise me at this point", he though to himself. As they walked passed the group not one of them showed any recognition of Biff but each of them did follow him with their eyes as he walked passed. But none of them were looking at his face, their teenage eyes were instead glued first to his chest and then to his ass as he walked away from them.
Biff and to a lesser extent Jon felt utterly humiliated and helpless. It was at this low point that Biff had a moment of inspiration. He leaned down to talk to Jon so that nobody would overhear.
"Listen Jon. This is totally messed up but just because everyone else treats us like a mother and baby when we're out of the house, that doesn't mean we have to give up on who we really are so easily. Why don't I buy us some regular guy clothes so we can at least try to feel normal in the privacy of our own home?"
